Portola Valley Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Portola Valley vacation rentals

Yurt On Top - Swim, Hike, Glamp | Free WiFi

Mays Luxury Farm Stays

Mays Luxury Farm Stays
2.0 star property
Los Gatos
9.2 out of 10, Wonderful, (9 reviews)
"We had a great time and really enjoyed it "
United States
Sripan
The price is ￥21,358
￥35,516 total
includes taxes & fees
May 12 - May 13
Mays Luxury Farm Stays
Exterior detail

Comfortable Room in San Jose with TV, WiFi, mini-fridge,Coffe maker, microwave

Comfortable Room in San Jose with TV, WiFi, mini-fridge,Coffe maker, microwave
San Jose
8.0 out of 10, Very Good, (3 reviews)
"great stay thank you"
United States
Alan G.
The price is ￥10,153
￥23,114 total
includes taxes & fees
Apr 14 - Apr 15
Comfortable Room in San Jose with TV, WiFi, mini-fridge,Coffe maker, microwave
Property grounds

Cozy guest suite in Los Gatos - Beach in 30 min!

Cozy guest suite in Los Gatos - Beach in 30 min!
Los Gatos
8.8 out of 10, Excellent, (16 reviews)
"Amazing views from the back porch. Very easy to check in and check out. The property is beautiful. Lots of great places nearby to eat, drink, or grab a cup of coffee.Would recommend."
United States
Immanuel D.
The price is ￥19,049
￥32,740 total
includes taxes & fees
Apr 14 - Apr 15
Cozy guest suite in Los Gatos - Beach in 30 min!
1 bedroom, desk, free WiFi, bed sheets

Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP

Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP
Northside
10.0 out of 10, Exceptional, (12 reviews)
"Cottage was perfect for our short stay. Location was convenient and quiet. It was nice to have a washer and a dryer.Host was very responsive and able to accommodate an earlier check-in time."
United States
Kate P.
The price is ￥20,546
￥36,218 total
includes taxes & fees
Apr 19 - Apr 20
Private Cottage nearby SCU, San Jose Downtown, San Jose Airport, SAP
1 bedroom, desk, iron/ironing board, travel crib

Remodeled Spanish Bungalow Suite • Short Walk to SJSU + Parking

Remodeled Spanish Bungalow Suite • Short Walk to SJSU + Parking
San Jose
10.0 out of 10, Exceptional, (1 review)
"This was the perfect little stay for me and my pooch. Quiet & clean, nice kitchenette area. The only thing missing is a bathroom sink with mirror. There’s nowhere in the bathroom to wash your face, brush your teeth, put on makeup and get ready for your day. There is a full length mirror, which is great. Cute little sitting outdoor area for morning coffee or afternoon cocktail. One great thing, it’s in a gated area with a very small yard so my dog could be safely contained outside, and it’s...
United States
Asher M.
The price is ￥11,891
￥28,544 total
includes taxes & fees
Apr 17 - Apr 18
Remodeled Spanish Bungalow Suite • Short Walk to SJSU + Parking
Classic House | Living area

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
3.0 star property
East San Mateo
8.6 out of 10, Excellent, (4 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is ￥20,581
￥55,600 total
includes taxes & fees
Apr 18 - Apr 19
Mid Century Garden View Home Parking
Terrace/patio

2 Bedroom Treehouse Cottage

2 Bedroom Treehouse Cottage
Belmont
9.4 out of 10, Exceptional, (6 reviews)
"Cute place in Belmont that had all of the amenities we needed while work was being done on our house. Location was perfect for us. Yes, there were a lot of stairs, but was fine for us. The upside is that the cottage is really quiet."
United States
Norma T.
The price is ￥23,222
￥49,376 total
includes taxes & fees
Apr 14 - Apr 15
2 Bedroom Treehouse Cottage
1 bedroom, desk, iron/ironing board, travel crib

Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford

Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford
Suburban Park - Lorelei Manor - Flood Park Triangle
The price is ￥42,716
￥48,131 total
includes taxes & fees
Apr 19 - Apr 20
Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford
Beach nearby

Luxury Spa Retreat Guest House with Ocean View

Luxury Spa Retreat Guest House with Ocean View
Moss Beach
9.8 out of 10, Exceptional, (38 reviews)
"We had a great stay, bed was comfortable, place was clean, although the pillows seemed a bit flat. The host was quick at replying to questions. The host made sure we felt safe and had what we needed. The only thing we didn’t care for was the stability of the WiFi at the place and the area. "
United States
Nikki
The price is ￥32,969
￥53,786 total
includes taxes & fees
Apr 14 - Apr 15
Luxury Spa Retreat Guest House with Ocean View
Fridge, microwave, oven, stovetop

Gourmet Kitchen + Private Front Yard + Parking

Gourmet Kitchen + Private Front Yard + Parking
Burbank
7.6 out of 10, Good, (20 reviews)
"This is a lovely cottage in the heart of a residential area. Close to Santana Row. Clean, neat, and a well stocked kitchen. Pet friendly and quiet. The hosts are kind and communication is quick and easy. The shower was a bit of a challenge and some comedic relief to the event (I turned the wrong knob and gave the entire room a shower). Back in when you park for easier departure, there are cars parked on the street that make it a bit difficult to see when you’re backing out. The owners are...
United States
Rebecca
The price is ￥12,742
￥28,127 total
includes taxes & fees
Apr 20 - Apr 21
Gourmet Kitchen + Private Front Yard + Parking
1 bedroom, iron/ironing board, WiFi, bed sheets

Small Beach Cottage near the Coastal Trail and The Ritz

Small Beach Cottage near the Coastal Trail and The Ritz
Arleta Park
9.8 out of 10, Exceptional, (119 reviews)
"This little cottage had everything we needed. And the hosts are welcoming, helpful and close by. My husband and I would love to come back here someday. "
United States
Lorrie L.
The price is ￥24,082
￥45,931 total
includes taxes & fees
Apr 19 - Apr 20
Small Beach Cottage near the Coastal Trail and The Ritz
Smart TV, DVD player

Relax Coastal Retreat: Beautiful 2B Home Nr Beach

Relax Coastal Retreat: Beautiful 2B Home Nr Beach
El Granada
10.0 out of 10, Exceptional, (9 reviews)
"Great stay!"
United States
Jason M.
Relax Coastal Retreat: Beautiful 2B Home Nr Beach
2 bedrooms, iron/ironing board, travel crib, WiFi

Relax & Fun |Fire Pit| Lovely 2BR FUN Game #Family

Relax & Fun |Fire Pit| Lovely 2BR FUN Game #Family
Half Moon Bay
9.4 out of 10, Exceptional, (27 reviews)
"I was very pleased with my stay. The house was as described and the communication with the owners was fantastic. Would stay in this house or another of their properties without hesitation. "
United States
Melissa C.
Relax & Fun |Fire Pit| Lovely 2BR FUN Game #Family
Beach

Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants

Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants
Miramar
7.4 out of 10, Good, (13 reviews)
"The location was the best. It was so close to the beach! Nice, quiet neighborhood with plenty of parking."
United States
Cheryl B.
The price is ￥7,964
￥18,396 total
includes taxes & fees
Apr 16 - Apr 17
Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants
Living area

@ Marbella Lane - Bright and Cozy Home Near SFO

@ Marbella Lane - Bright and Cozy Home Near SFO
3.0 star property
Central San Mateo
The price is ￥23,253
￥53,954 total
includes taxes & fees
May 3 - May 4
@ Marbella Lane - Bright and Cozy Home Near SFO
Terrace/patio

Cottage In The Woods

Cottage In The Woods
Woodside
10.0 out of 10, Exceptional, (49 reviews)
"Peaceful, cozy, perfect as always "
United States
Craig B.
The price is ￥28,669
￥49,135 total
includes taxes & fees
Apr 14 - Apr 15
Cottage In The Woods
Dining

Beautiful 2-Bedrooms Guesthouse Nearby Down Town San Jose

Beautiful 2-Bedrooms Guesthouse Nearby Down Town San Jose
East San Jose
7.8 out of 10, Good, (11 reviews)
"This property met our needs and we enjoyed our stay "
United States
Michelle M.
The price is ￥14,175
￥33,670 total
includes taxes & fees
May 12 - May 13
Beautiful 2-Bedrooms Guesthouse Nearby Down Town San Jose
1 bedroom, desk, free WiFi, bed sheets

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Cupertino
9.6 out of 10, Exceptional, (4 reviews)
"This property is located in a residential and quiet neighborhood with a nice park within walking distance! Great place for someone who is traveling by themselves!"
United States
Kevin
The price is ￥22,296
￥51,710 total
includes taxes & fees
Apr 15 - Apr 16
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
1 bedroom, desk, WiFi, bed sheets

214A - Cozy Studio with AC & Kitchen near Stanford

214A - Cozy Studio with AC & Kitchen near Stanford
Redwood City
8.6 out of 10, Excellent, (4 reviews)
"Clean, simple, well stocked!"
United States
Ben
The price is ￥13,219
￥27,553 total
includes taxes & fees
Apr 16 - Apr 17
214A - Cozy Studio with AC & Kitchen near Stanford
Shower, hair dryer, towels

'Treehouse' in the Redwoods - sleeps 4!

'Treehouse' in the Redwoods - sleeps 4!
Ben Lomond
10.0 out of 10, Exceptional, (9 reviews)
"Stay was great, it was perfect for what we needed. House was such a great costal vibe and the property was beautiful and quiet. "
United States
Nicole B.
The price is ￥10,353
￥55,458 total
includes taxes & fees
Apr 14 - Apr 15
'Treehouse' in the Redwoods - sleeps 4!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Portola Valley Hotel Reviews

Good Nite Inn - Redwood City

Good Nite Inn - Redwood City

8/10 Good
"Room service dropped off new towls and maybe took the trash out but the bed was not made the whole four night stay an no new soap the whole time. Not that big a deal compared to how clean and nice the property was but just something i noticed "
Chad 4-night trip
Posted 2 hours ago
Good Nite Inn - Redwood City

Find out more about Portola Valley

Search for holiday rentals in Portola Valley on Expedia! You can easily find your home rentals, villas, holiday apartments in Portola Valley using one of the methods below:

  • View our selection of featured holiday rentals in Portola Valley
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Look no further and take a look at our great range of rental properties in Portola Valley!

Frequently asked questions

Can I find vacation rentals in Portola Valley?

Yes, we give you a choice of vacation rentals in Portola Valley close to Labyrinth, or you can choose a secluded option if you're looking for a relaxing stay. Portola Valley is known for its lake views and coffeehouses.

What are some of the best vacation rentals in Portola Valley?

Spacious 4 Bd 4 Ba home close to all the best of San Jose: This vacation home rental outside of Portola Valley has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms in addition to a kitchen with a dishwasher and a stovetop.

How many vacation rentals will I find in Portola Valley?

Choose from 4 Expedia vacation rentals in Portola Valley for a memorable vacation.

What can I see and do in Portola Valley?

Silicon Valley and Santa Cruz Mountains are a couple of lovely local spots to get outside and enjoy nature. Horse Park at Woodside and Foothills Park are other places to visit while you're in town.

What are vacation rentals like in Portola Valley?

Vacation rentals are private accommodations you can stay in for a short or long stay in Portola Valley. Vacation rentals offer amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a family getaway.